Startup Therapy

Startups.com
Startup Therapy

The "No BS" version of how startups are really built, taught by actual startup Founders who have lived through all of it. Hosts Wil Schroter and Ryan Rutan talk candidly about the intense struggles Founders face both personally and professionally as they try to turn their idea into something that will change the world.

  1. قبل يومين

    Are Founders Forged Over Youth?

    In this episode of the Startup Therapy Podcast, Ryan Rutan and Will Schroter discuss how childhood experiences influence the entrepreneurial journey. They explore why many founders' origin stories trace back to their early years and how formative events can plant the seeds of entrepreneurship. Will shares his personal story of selling candy as a child, highlighting moments that taught him vital business skills. The conversation also delves into the importance of agency, the tools needed for entrepreneurial success, and the role of parents in nurturing a child's potential to create their own path. Sign up for the Startups Newsletterhttps://www.startups.com/newsletter Resources:Startup Therapy Podcast https://www.startups.com/community/startup-therapyWebsitehttps://www.startups.com/beginLinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroterhttps://www.linkedin.com/in/wilschroter/Ryan Rutanhttps://www.linkedin.com/in/ryan-rutan/ What to listen for: 00:13 Exploring Founder Origin Stories01:51 Will's Childhood Story10:14 The Power of Agency10:53 Teaching Kids About Agency20:54 Personal Reflections on Agency21:22 The Power of Agency and Optimism22:14 Parental Protection vs. Empowerment22:40 Real-Life Stories of Overcoming Adversity24:40 The Magic of Agency in Hardship26:42 Tools for Founders and Kids27:23 Early Lessons in Entrepreneurship34:56 The Importance of Sales Skills42:29 Teaching Kids the Value of Agency43:22 Join the Startups.com Community

    ٤٤ من الدقائق
  2. ٣ مارس

    Assets OVER Exits

    In this episode of Startup Therapy, Ryan Rutan and Will Schroeter challenge the startup world's focus on big exits and venture capital. They highlight the benefits of cash-flowing businesses, showing how consistent profits can lead to financial security. Using real examples, they explain how making $10K a month can be as powerful as having millions in the bank—emphasizing sustainable growth and long-term success. Sign up for the Startups Newsletterhttps://www.startups.com/newsletter Resources:Startup Therapy Podcast https://www.startups.com/community/startup-therapyWebsitehttps://www.startups.com/beginLinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroterhttps://www.linkedin.com/in/wilschroter/Ryan Rutanhttps://www.linkedin.com/in/ryan-rutan/ What to listen for:00:19 The Value of Consistent Cash Flow 01:23 Examples of Profitable Local Businesses 03:37 The Misconception of Startup Exits 03:49 Real-Life Stories of Successful Small Businesses 06:16 The Broken Narrative of Startup Wealth 07:26 Reevaluating Business Success Metrics 09:05 The True Value of a Profitable Business 09:38 Calculating the Financial Impact 13:20 The Reality of Business Exits 18:09 Replacement Value vs. Exit Value 19:14 The Value of Experience and Pre-existing Solutions 19:39 Cash vs. Business Value: A Deep Dive 20:21 Real-life Examples of Business Growth 23:34 Risks and Rewards of Running a Business 27:12 The Importance of Consistent Earnings 34:54 Long-term Value and Compounding Effects

    ٤٠ من الدقائق
  3. ٢٤ فبراير

    You Only Have to Be Right Once

    In this episode of the Startup Therapy podcast, Ryan and Will chat about how startup success isn’t always a straight path. They use Mark Cuban’s story as a prime example, showing why sticking it out for the long run is so important—because success can happen at any time in a founder’s career. They also talk about how those early small wins can build up to something bigger and why setting strict timelines for success doesn’t really make sense. At the end of the day, one big right moment in a 50-year career can be a total game-changer. Sign up for the Startups Newsletterhttps://www.startups.com/newsletter Resources:Startup Therapy Podcast https://www.startups.com/community/startup-therapyWebsitehttps://www.startups.com/beginLinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroterhttps://www.linkedin.com/in/wilschroter/Ryan Rutanhttps://www.linkedin.com/in/ryan-rutan/ What to listen for:00:07 The Reality of Founders' Success 02:00 Mark Cuban's Journey to Billionaire Status 06:35 The Importance of Small Wins 10:15 Financial Stability and Early Success 15:57 The Value of Consistent Small Wins 18:02 Success Doesn't Have a Timeline 18:12 When Does Success Happen? 18:20 Examples of Late Bloomers 18:45 The Myth of Early Success 19:59 The Impact of Timing 20:44 The Internet Era and Young Wealth 21:40 Outliers and Unrealistic Expectations 25:13 Consequences of Chasing Quick Success 27:28 The Value of Longevity in Business 30:02 Unexpected Success Stories 31:46 Staying in the Game 32:36 Join the Startups.com Community

    ٣٣ من الدقائق
  4. ٣ فبراير

    What Would I do Differently

    In this episode of The Startup Therapy, Ryan Rutan and Will Schroter explore the 'what if' scenarios that often preoccupy founders. Will shares personal milestones, showing how taking bigger risks shaped his journey. They discuss the hidden costs of success, the pitfalls of romanticizing alternative outcomes, and the importance of realistic risk assessment. The key takeaway? Embrace risk to avoid the regret of missed opportunities. Sign up for the Startups Newsletterhttps://www.startups.com/newsletter Resources:Startup Therapy Podcast https://www.startups.com/community/startup-therapyWebsitehttps://www.startups.com/beginLinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroterhttps://www.linkedin.com/in/wilschroter/Ryan Rutanhttps://www.linkedin.com/in/ryan-rutan/ What to listen for: 00:07 – Reflecting on milestones and 'what ifs'00:44 – The risks and rewards of entrepreneurship04:00 – A hilarious temp job experience07:34 – The reality of alternate paths09:02 – The danger of romanticizing 'what ifs'13:48 – The cost of success15:29 – Building a realistic mental model16:18 – Stop guessing and get real answers16:26 – The cost of staying in a job you hate17:30 – Should you stay or leave?18:10 – The true cost of success19:12 – The hindsight trap: romanticizing outcomes21:56 – Learning from failure and modeling risk22:55 – Zirtual acquisition: a case study in risk28:47 – Surviving failure and moving forward31:35 – Avoiding regret and embracing risk

    ٣٣ من الدقائق
  5. ٢٧ يناير

    When Can I Afford to GAMBLE?

    In this episode of the Startup Therapy Podcast, Ryan Rutan and Will Schroter dive into an interesting perspective: taking risks in entrepreneurship is actually a luxury, not the norm. They break down what it really costs to take risks, how to figure out your "minimum viable risk pool," and why having a financial cushion is key to surviving setbacks. They share personal stories from their experience at Startups.com, emphasizing the importance of cutting personal and business expenses to stretch your runway and make smarter decisions. This episode is all about helping entrepreneurs understand the financial milestones they need to hit to keep their businesses afloat—and how time plays a big role in navigating risks. This episode is packed with advice for anyone trying to manage the tricky balance of risk and reward in entrepreneurship. Tune in to learn how to take smarter risks and build a solid foundation for your business! Sign up for the Startups Newsletterhttps://www.startups.com/newsletter Resources:Startup Therapy Podcast https://www.startups.com/community/startup-therapyWebsitehttps://www.startups.com/beginLinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroterhttps://www.linkedin.com/in/wilschroter/Ryan Rutanhttps://www.linkedin.com/in/ryan-rutan/ What to listen for:00:15 Why Taking Risks Is a Luxury 02:08 Balancing Personal and Business Costs 03:44 Lessons from Startups.com 05:55 Why You Need a Risk Buffer 10:25 Figuring Out the Minimum Viable Risk Pool 16:51 Financial Discipline and Budgeting 19:09 The Freedom Fund Explained 26:51 How to Survive Financial Challenges

    ٣١ من الدقائق
  6. ٢١ يناير

    Can Founders Find Contentment?

    In this episode of the Startup Therapy Podcast, Ryan Rutan and Will Schroeter delve into the anxiety surrounding contentment in the startup ecosystem. They question the conventional wisdom that equates contentment with stagnation and probes whether startup founders should aim for contentment as a goal. Through personal anecdotes and industry examples, they explore the influence of perpetual ambition and societal expectations on entrepreneurs. They also discuss the differences between being content and being complacent and reflect on the continuous urge to chase new problems and challenges, even when previous goals have been achieved. Sign up for the Startups Newsletterhttps://www.startups.com/newsletter Resources:Startup Therapy Podcast https://www.startups.com/community/startup-therapyWebsitehttps://www.startups.com/beginLinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroterhttps://www.linkedin.com/in/wilschroter/Ryan Rutanhttps://www.linkedin.com/in/ryan-rutan/ What to listen for:00:44 Questioning the Need for a Business Coach02:05 The Dilemma of Contentment vs. Ambition04:02 Reflecting on Milestones and Contentment07:35 The Nature of the Startup World15:23 Anxiety as a Driving Force20:51 The Anxiety of High Achievers22:11 The Pressure of Success: Avicii and Pharrell23:59 Imposter Syndrome Among Overachievers26:21 The Elusive Goal of Contentment29:08 Balancing Ambition and Contentment33:29 The Trap of Endless Ambition40:44 Finding True Satisfaction

    ٤٣ من الدقائق
  7. ١٤ يناير

    Why do Investors FIRE Founders?

    Ryan Rutan and Will Schroeter discuss the complexities and challenges faced by startup founders, particularly the frequent occurrence of founders being replaced by investors. The conversation delves into the motivations behind such investor decisions, the difficulties in replicating a founder's passion and vision, and the common pitfalls and consequences of these transitions. The hosts share personal anecdotes and provide insights on how to prevent these situations, handle them professionally if they arise, and maintain valuable stakeholder relationships. This episode is a must-listen for any startup founder navigating the turbulent waters of investor relations and company growth. Sign up for the Startups Newsletterhttps://www.startups.com/newsletter Resources:Startup Therapy Podcast https://www.startups.com/community/startup-therapyWebsitehttps://www.startups.com/beginLinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroterhttps://www.linkedin.com/in/wilschroter/Ryan Rutanhttps://www.linkedin.com/in/ryan-rutan/ What to listen for: 00:25 The Downfall of Bench and Ian Crosby's Story01:54 Investor Motivations and Founder Replacements03:33 Understanding Investor Expectations05:40 The Slow Burn of Founder Dismissal08:23 The Impact of Replacing Founders13:49 Personal Stories of Founder Replacement16:47 The Challenges of Replacing Founders19:26 Augmenting the Team vs. Replacing the Founder22:01 Why Investors Push Founders Out24:00 Navigating Earn-Out Periods in Acquisitions24:26 The Challenge of Replacing Founders26:43 Timing the Transition: Leadership vs. Management29:08 The Mercenary CEO: Pros and Cons35:31 Investor Expectations and Founder Realities42:19 Handling Founder Exits Professionally

    ٤٦ من الدقائق
  8. ٠٢‏/١٢‏/٢٠٢٤

    The Burden of Unrealistic Expectations

    In this episode Ryan and Will delve into the intense pressures faced by founders from investors, peers, and the startup community. They discuss how these external expectations often drive founders to pursue goals misaligned with their personal beliefs and values. The conversation explores how unchecked expectations can lead to burnout and misguided efforts. They share insights on the importance of auditing and resetting personal and business expectations to ensure they align with one's true goals and values. The hosts also highlight the dangers of comparing oneself to other founders or industry giants, and emphasize the significance of building a business that meets personal fulfillment rather than external benchmarks. Sign up for the Startups Newsletterhttps://www.startups.com/newsletter Resources:Startup Therapy Podcast https://www.startups.com/community/st...Websitehttps://www.startups.com/beginLinkedIn   / startups-co   Join our Network of Top Founders Wil Schroter  / wilschroter  Ryan Rutan  / ryan-rutan   What to listen for:00:32 The Source of Pressure and Expectations03:32 Investor Expectations and Their Impact04:05 Personal Story: Missing Investor Expectations05:44 The Reality of Investor Expectations10:15 Comparing Yourself to Other Founders17:45 The Peer Comparison Trap18:06 Personal Journey: From Poverty to Success20:01 The Futility of Social Media Comparisons23:07 Tying Success to Self-Worth28:20 The Illusion of Goals and Success31:53 Reevaluating Startup Expectations36:43 Conclusion: Building What Matters to You

    ٣٨ من الدقائق
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حول

The "No BS" version of how startups are really built, taught by actual startup Founders who have lived through all of it. Hosts Wil Schroter and Ryan Rutan talk candidly about the intense struggles Founders face both personally and professionally as they try to turn their idea into something that will change the world.

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